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Sandbar Cottage is an immaculate and beautifully appointed 2 bedroom / 2 bath unit located just a short stroll to one of the most beautiful beaches in the world, Kailua Beach. The unit is fully furnished with A/C in all rooms, cable TV, DVD player, Wi-Fi, washer/dryer, access to beach gear. It is...

Spacious Studio with Private Entrance &amp; Bathroom
This beautiful studio is located in a quiet neighborhood close to world famous Kailua Beach. Property is on the water with a large swimming pool. The area is surrounded by lush tropical Gardens that offer many private seating areas for morning...

Within half an hour of Honolulu International Airport and Waikiki, this quaint beach house sits on one of the most beautiful beaches in the state of Hawaii - Kailua- miles of white sand, with water sports, dining, sunrise and sunset beach walks, and private hot tub. It is an easy drive to Sea Life...

Charming beachfront cottage right on Kailua Beach!
This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room. Step out your front door and onto Kailua Beach, three miles of pristine white sand and...

This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean,...

This 850 sq ft duplex consists of a very spacious living room with a vaulted ceiling, 1 bedroom, 1 full bath and a full kitchen with oven. All the areas come with ceiling fans and the home is indirectly ventilated with a whole house fan.
The bedroom has a queen bed and comfortably sleeps two...

Welcome. This is it! This is the one you&#39;ve been looking for. Enjoy sleeping on a comfortable King Size Bed. Convenient location in Kailua, clean and breezy, Air conditioned, Wi-Fi, and Ceiling Fans. Fully-Equipped Kitchen includes, microwave, toaster, coffee maker, 4-burner stove with oven, rice...

Very spacious and breezy apartment, a wonderful place to relax and enjoy the beautiful island.
It is on a second story above the main house, has a comfortable, welcoming and sunny Lanai.
The beach is just a minute walk to the beach.
Fully equipped kitchenette with microwave, hot plate, toaster...

Kailua oceanfront deluxe vacation rentals - two units located in oceanfront home in Kailua on the ocean. One unit faces the mountains and the outer faces the ocean. Both have separate entrances, bathrooms, and kitchenette facilities. These are deluxe rooms with 16-foot vaulted ceilings, air...

My home is on the hill overlooking Lanikai Bay with 180 degree unobstructed views of the Mokulua Islands. You can observe sun and moon rises from your private patio and whales breaching just offshore in the winter! Trade winds cool the property, but there is also A/C in the bedroom.
There is a...

Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is...

Lovely hideaway two bedrooms are attached &quot; Ohana&quot; to the main house with two private entrances. Home provide a lovely the laid-back Kailua beach town and the Hawaiin lifestyle on the beautiful Windward side of O&#39;ahu for your trip.
Guest Access
Guest have access to the attached 2 bedrooms along...

Aloha, come and relax at our tropical Kailua home located in one of Kailua&#39;s finest neighborhoods. Kailua Beach hale is located across the street from the beach access (150 feet to the access and about 700 feet to the waters edge) to a quiet sandy section of Kailua beach. It is a great spot for...

Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach.&lt;BR&gt;&lt;BR&gt;With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba...

Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. The address is 131 Kuulei road. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off...

This one bedroom has it all! It is in a great neighborhood in Waialae Kahala. Newly renovated and furnished with a comfortable King bed. (Has a day bed for a third person at no extra charge). 2 HD TV&#39;s with cable, free internet wifi, and a kitchen with granite countertops and all the utensils you...

Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka&#39;apuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite...

This quiet 400-square foot cottage sits by the blue-tiled pool and offers the perfect resting spot after a full day of activities or a sleepy day on the beach. It offers a full bath and kitchenette with full-sized refrigerator, microwave, and toaster oven.
The studio is detached from the...

Come and play at the Beach
We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner.
Here you will be surrounded by lush landscaping and find comfort...

Kailua is first and foremost a beach community. Kailua Beach Park has been named “America&#39;s Best Beach”, &#39;Most Beautiful; Sunrise in the World&#39;; and the world&#39;s pre-eminent windsurfing and kitesurfing destinations. &lt;BR&gt;Hale Luana, meaning a house to be at leisure and enjoy pleasant surroundings...

Footsteps to Hawaii&#39;s best beach and a short walk to town, shopping, restaurants, farmers markets and community center for tennis, pool and gym. Ideally located for many ocean sports, hiking and cycling to just about anywhere in this pedestrian and bike friendly beach town. The cottage is fully...

Located in a lovely beachside town, Kailua By The Sea is a second floor detached studio with a private entrance and lanai (balcony). The room is designed for relaxing and getting into an aloha state of mind.
Am easy five-minute stroll around the corner (200 yards) takes you to our secluded beach...

Charming, very clean one bedroom house is located 300 steps from Kalama Beach Park. One of the most beautiful beaches of Hawaii. Located off the street in a very quiet residential area. It is 600 sq. ft. and has a full kitchen, all linens, A/C, beach chairs, mats, coolers, bicycles etc. There is...

This plantation style home is located 3 blocks from Kailua beach and 2 blocks to Kailua town. It has been renovated to have open floor plan to provide comfortable living space without compromising it&#39;s Hawaiian charm. Bedrooms with A/C, ceiling fans, fully equipped kitchen, Patio , BBQ area,...

Old Hawaiiana steps from the world-famous, Lanikai Beach, this three bedroom, three bath retreat has the true feel of the Hawaii of yester-year. Hale Maluhia is tropically decorated with all amenities for your comfort. Art work has been hand selected from local artists. Marble and Travertine...

The lovely Kailua Beachside House is a 2 bedroom 2 bath house that is great for families and couples alike. It&#39;s location can&#39;t be beat only 2 houses from the world famous white sands of Kailua Beach.
This house is perfect for those wanting fun in the sun! On your short stroll back from the...

We have 3 private rooms in Kailua, two of which are located on our Awakea property and the other on our Palawiki property. Our Awakea property is centrally located in Kailua with a 5 minute walk to one of the worlds most beautiful beaches (Kailua Beach) and around a 10-15 minute walk into Kailua...

Breath-taking views . . . luxurious details . . . This is Shangri-La by the Sea.
Leave your worries behind as you step into this magical home. Nourish your soul as the waves break just outside your door. Rejuvenate your mind, and cherish friends and family as you settle into this luxurious,...

Kaimalino translates to &#39;calm waters&#39; in Hawaiian and is a very quiet, restful place...as is this unit. Relax indoors or outdoors under a large pergola, in a private enclosed courtyard looking out at the many fruit and flower trees on the property. The studio has a full kitchen, and the covered...

Located in a lovely beachside town, the Garden Studio is a ground floor attached studio with a private entrance and patio. The Studio is designed for relaxing and comes with a queen bed, dining table &amp; chairs, ceiling fan, TV, air-conditioning and WiFi.
Enjoy indoor or outdoor dining on the lanai....

As you step into the Maile Suite the first thing you will notice is how fresh, airy and up to date it is. The full sized bed with crisp white linens begs you to take a late afternoon nap after spending the day playing in the surf.
The spacious and clean private bathroom is updated with...

Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounge chairs, rocking chairs, porch swing, picnic tables, and accessories
-THE HOUSE:
Our home is tastefully decorated...

Aloha and welcome to this newly-renovated and very comfortable 5/2 home featuring complete Air Conditioning, perimeter fencing w/ security gates, bamboo flooring, and a 4-person hot tub. This home sleeps 12 people in the 5 bedrooms featuring two king beds, two queen beds, and two twin beds.
Kailua...

Attractive, ground floor, 2 bedroom unit with living room and private entry. On the island Oahu, you&#39;ll find comfort, relaxation here while on vacation. 6-8 minute walk away awaits you to world famous Kailua Beach, The busy night life of Waikiki is a short 20 minute drive. Tradewind Bungalow is the...

Create life long memories and experience Hawaiian local living in the comfortable and beautiful &quot;Kaimana in Kailua&quot;. Kaimana (Diamond) in Kailua is a 4 bedroom, 2 bath home, with a covered carport, front and back yard, and large porch, located in a private lane in Kailua! The house resides on the...

Blossoms, palms and tiki&#39;s welcome you as you enter the 1/4 acre property tucked away beach side on a private lane. This spacious home is surrounded by exotic tropical gardens, and is just steps to Kailua&#39;s beautiful beach, 75 yards via private right of way. We offer a one bedroom rental unit...

Presented by Elite Pacific Properties Oahu&#39;s top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated.
Ke&#39;aloha, which means “love,” is certainly appropriate for this cottage. From the moment you step inside this spectacular beach-side...

Grand Kailua Beachside Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green...

Cozy Orchid studio in private home. Private entrance and bathroom. Three blocks from the beach in One Direction and 3 to 5 blocks to Kailua town shopping in the other direction . Air-conditioning and ceiling fan. Small covered patio with table &amp; 2 chairs. Small light meal prep. area. Small...

Charming, Private, Hawaiian Style Home
Kai Mele cottage has been featured in Coastal Living as guest house of the month, due to this private Kailua beachfront estate being nestled in among 40+ coconut trees and lush tropical gardens. With over 700 feet of an ancient lava rock wall surrounding this...

There’s a reason why Kailua is consistently voted as one of the top beach destinations in the world: it’s spectacular. This beautiful home is located on a beachfront paradise within walking distance to Buzz’s Steak House and the quaint Hawaiian town of Kailua.
The property is secluded with a...

This 850 sq ft duplex consists of a master bedroom with a queen bed and a huge walk-in closet. Access to the full bathroom is through the master bedroom. The other bedroom also has a queen bed. All the areas come with ceiling fans and the home is indirectly ventilated with a powerful whole house...

Sleep till noon. You&#39;ll like the Beach Bungalow at Kailua Guesthouse. This large studio cottage has a California king bed and a queen-size sofa bed. There&#39;s a large lanai with park bench and bistro table. Full bath with tub and shower. &lt;BR&gt;&lt;BR&gt;Complimentary assigned parking on property and laundry...

Top-rated Kailua Things to Do

Additional Kailua Info

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Local time:
08:03 PM
(HST)

Peak travel:
March - April

Kailua Vacation Rentals

Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

A Kailua Vacation

Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

Family-Friendly Kailua

From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.